2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether

Base Information

• Chemical Name: 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether
• CAS No.: 1393581-19-5
• Molecular Formula: C₂₆H₃₆OSi₂
• Molecular Weight: 421.731

Synonyms:2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether

Chemical Property of 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether

Chemical Property:

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Technology Process of 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether

There total 3 articles about 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

2-(3'-chloro-5'-[7'-(13)C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether (1393581-18-4) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → 2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether (1393581-19-5)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; for 12h; Reflux;

DOI:10.1016/j.tet.2012.05.084

Reference yield:

C8H11ClO2 → 2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether (1393581-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.1: potassium 2-methylbutan-2-olate / benzene / 1 h / Reflux

2.2: 0.5 h / 20 °C

3.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran / 12 h / Reflux

With 1H-imidazole; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); potassium 2-methylbutan-2-olate; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.tet.2012.05.084

Reference yield:

C8H10O4 (43152-25-6) → 2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether (1393581-19-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: oxalyl dichloride / 0.5 h / Reflux

2.1: lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride / tetrahydrofuran / 4.5 h / -78 °C

2.2: -78 °C / Saturated solution

3.1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C

4.1: potassium 2-methylbutan-2-olate / benzene / 1 h / Reflux

4.2: 0.5 h / 20 °C

5.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran / 12 h / Reflux

With 1H-imidazole; oxalyl dichloride; lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); potassium 2-methylbutan-2-olate; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.tet.2012.05.084

upstream raw materials:

2-(3'-chloro-5'-[7'-⁽¹³⁾C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether

(trimethylsilyl)methylmagnesium chloride

C₈H₁₀O₄

Downstream raw materials:

2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanol

2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

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